
Cheap Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA from $1,000 (92 Rentals) Page 2 of 2
Search the lowest-cost Homes available for rent right now in the South Brookline area of Chestnut Hill.


208 Winthrop Rd

163 Strathmore Rd

33 Westgate Rd, Unit 1

1868 Commonwealth Ave, Unit 2

22 Chiswick Rd

21 Sutherland Rd

16 Lakeville Rd

181 Winthrop Rd

14 Lakeville Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

208 Winthrop Rd

16 Lakeville Rd

8 Bryon Rd, Unit 1

1982 Commonwealth Ave, Unit 9

21 Sutherland Rd

208 Winthrop Rd

14 Lakeville Rd

181 Winthrop Rd, Unit 3

15 University, Unit 33

14 Lakeville Rd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

195 Winthrop Rd

151 Park St

171 South St

145 Englewood Ave, Unit 37

183 Winthrop Rd

1872 Commonwealth Ave

31 Westgate Rd

46 Chiswick Rd

42 Strathmore Rd

14 Orkney Rd
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

4 Chiswick Rd

32 Westgate Rd

14 Lakeville Rd

114 Strathmore Rd, Unit 406

18 Alton Pl, Unit 3

208 Winthrop Rd

234 Cypress St, Unit 1

208 Winthrop Rd

208 Winthrop Rd

588 Washington St

1999 Commonwealth Ave, Unit 24

1862 Beacon St
South Brookline, Boston, MA Local Guide

How much does it cost to rent a home in South Brookline?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| South Brookline 2 Bedroom Homes for Rent | $3,392 | $1,000 | $7,000 |
| South Brookline 3 Bedroom Homes for Rent | $4,547 | $2,500 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,541 | $1,060 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $7,194 | $1,225 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $10,027 | $1,500 | $10,000+ |
| South Brookline 7 Bedroom Homes for Rent | $15,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 92 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
Frequently Asked Questions about South Brookline
What type of rentals are currently available in South Brookline?
There are currently 1212 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,100 to $17,668. There are also 982 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,000 to $30,000.
What is the current price range for Rental Homes in South Brookline?
Today's rental pricing for Homes for Rent, Condos and Townhomes in South Brookline ranges from $1,000 to $30,000 with an average monthly rent of $7,920.
How much are larger Three and Four Bedroom Rentals in South Brookline?
For those who are looking for larger living arrangements, Three Bedroom Apartments in South Brookline range from $2,600 to $17,668, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $30,000. Four Bedroom Single-Family rentals are also available starting from $1,060 and Four Bedroom Apartments start at $2,650.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.